Holiday Rentals in Brookline, MA

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Brookline, MA holiday rentals
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1019 Holiday rentals and Airbnb in Brookline, MA

Best family friendly Brookline, MA holiday rentals

Among the 1019 accommodations in Brookline, MA, here are the 4 best family friendly rentals

The Milton Manor 3br 1ba - Sleeps 6 - Unit 1 - Brookline, MA
No reviews

The Milton Manor 3br 1ba - Sleeps 6 - Unit 1

apartment, Milton
This newly renovated flat in Milton, located south of Boston, offers convenient access to Route 138, Blue Hills Parkway, I-95, and I-93, placing you just a 32-kilometre drive from downtown Boston and a short distance from the Blue Hills Reservation for outdoor recreation.
This family-friendly property spans 102 square metres, featuring three bedrooms to accommodate up to six guests, with amenities including high-speed Wi-Fi, a fully equipped kitchen, an in-unit washer/dryer, and off-street parking for up to four small cars.
Boston Single Family House - 19' Train To Back Bay - Brookline, MA
9.7 8 reviews

Boston Single Family House - 19' Train To Back Bay

house, Boston
This Boston family home, situated in a quiet area approximately 11 kilometres from Boston University, the Hynes Convention Centre, the Museum of Fine Arts, and Fenway Park, offers convenient access to major attractions.
The 242 square metre property boasts a spacious five-bedroom layout sleeping up to 23 guests, complete with four bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, and a terrace with garden views.
Luxurious 2br - 2ba Apt At Hyatus - Brookline, MA
9.4 30 reviews

Luxurious 2br - 2ba Apt At Hyatus

apartment, Somerville
This Somerville apartment, ideally located near Davis Square, Union Square, and Assembly Row, offers easy access to the Orange Line and is within walking distance of numerous shops and restaurants.
The 93 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes amenities such as a swimming pool, spa, and secure parking; the building also features a fitness centre and co-working spaces.
Breezy 3br Boston Apt - Bathtub, Parking, Tv, Walk To Train 803 - Brookline, MA
8.4 8 reviews

Breezy 3br Boston Apt - Bathtub, Parking, Tv, Walk To Train 803

apartment, Boston
This three-bedroom Boston apartment is situated near Harvard Square, approximately 5.5 km from the John F. Kennedy Presidential Library and Museum and 8 km from South Station.
The 111-square-metre property boasts a spacious layout with a fully equipped kitchen, private balcony and terrace, parking, and concierge service, comfortably accommodating up to 21 guests.

Best Brookline, MA holiday rentals with parking

The Watkins : Elevated Cozy  W/d  Amenities - Brookline, MA
9.6 117 reviews

The Watkins : Elevated Cozy W/d Amenities

apartment, Boston
This studio apartment is conveniently located just 5km from Boston College and Harvard University, with easy access to public transport via the T, which is a short 5-minute walk away. The surrounding area offers a blend of academic and urban vibes, with plenty of restaurants, shops, and green spaces to explore.
The apartment has one bedroom with a queen-size bed and a fully equipped kitchen, comfortably accommodating up to three guests. Enjoy a range of amenities, including a swimming pool, garden, fitness centre, and parking, as well as access to shared lounges, kitchens, and meeting spaces within the complex.
65intv:free Parking:longwood:king Bed:full Kitchen - Brookline, MA
10 1 review

65intv:free Parking:longwood:king Bed:full Kitchen

apartment, Brookline
This Brookline apartment offers convenient access to Boston attractions, including Fenway Park and Faneuil Hall Marketplace, although precise distances aren't specified.
The two-bedroom flat, sleeping up to five guests, includes a king-size and a twin bed plus a sofa bed, WiFi, heating, and a washing machine.
Pleasant 1br Near Encore Boston Zq6k - Brookline, MA
8.0 1 review

Pleasant 1br Near Encore Boston Zq6k

apartment, Everett
This Everett apartment, near the Encore Boston Harbor casino (a 10-minute walk), offers easy access to Boston and its universities (10-15-minute drive), Seaport Boston (11-minute drive, approximately 17.7km), and Logan International Airport (13-minute drive, approximately 20.9km).
The 65-square-metre (700 sq ft) three-bedroom, one-bathroom flat sleeps three, features free on-site parking, a fully equipped kitchen with dishwasher, in-unit laundry, and air conditioning.
3br  Cozy Boston Condo, Near T - Brookline, MA
9.8 89 reviews

3br Cozy Boston Condo, Near T

apartment, Boston
This Jamaica Plain apartment, a short walk from the 'T' subway providing easy access to Boston's attractions, offers a convenient base for exploring the city.
The three-bedroom, two-bathroom property boasts an open-plan layout, sleeping up to seven guests comfortably and includes amenities such as a fully equipped kitchen, high-speed internet, and off-street parking – a valuable asset in Boston.

Frequently asked questions about holiday rentals in Brookline, MA

  • What should a first-time visitor not miss in Brookline, MA?

    Brookline is known for its lovely parks and green spaces, so a visit to the picturesque Larz Anderson Park with its beautiful gardens and The Larz Anderson Auto Museum is a must. You should also check out the Brookline Public Library for its beautiful architecture and cultural events.
  • What are the best Airbnb and holiday rentals in Brookline, MA?

  • Which neighborhood in Brookline, MA should you consider for a vacation rental?

    The Coolidge Corner neighbourhood is a great choice for a vacation rental. It's a lively area with lots of shops, restaurants, and cafes, and it's within easy walking distance of the Green Line subway station.
  • What are the most popular Airbnbs in Brookline, MA?

  • What are the top family-friendly attractions in Brookline, MA?

    The Brookline Recreation Department offers a variety of family-friendly activities throughout the year, including summer camps, swimming lessons, and sports leagues. The Brookline Public Library also hosts many events for children, including story time and craft sessions.
  • What are the best holiday rentals with a pool in Brookline, MA?

  • When is the best time to book a vacation rental in Brookline, MA?

    The best time to book a vacation rental in Brookline is during the shoulder seasons, in spring or autumn. The weather is still pleasant, but the crowds are smaller and prices are lower.
  • What are the best rentals for families and kids in Brookline, MA?

  • What events or festivals should visitors check out in and around Brookline, MA?

    The Brookline Farmers Market is a popular event held every Saturday from June to October, offering fresh produce, local crafts, and live music. The annual Brookline Open Studios event is a great chance to see the work of local artists in their studios.
  • What are the best rentals or Airbnbs with a jacuzzi in Brookline, MA?

    The best vacation rentals or Airbnb with a jacuzzi in Brookline, MA are Ultraluxe Apt In Boston Brownstone In Prime Area, Beautiful Clean Bright Corner Unit and Walking To Fenway Sunny Perfect Home.

  • What are the best budget-friendly activities in Brookline, MA?

    Brookline has many free or low-cost activities to enjoy. Take a walk or cycle along the Emerald Necklace, a series of parks and green spaces that connect Brookline to Boston. The Brookline Public Library offers free events and programmes throughout the year.
  • What are the best restaurants with local dishes in Brookline, MA?

    For a taste of local cuisine, try The Fireplace in Coolidge Corner. They offer classic New England dishes with a modern twist. The Publick House in Brookline Village serves traditional American comfort food.
  • What are the best walking or cycling routes in Brookline, MA?

    The Emerald Necklace is a great option for walking or cycling. It's a 10 km long park system that connects Brookline to Boston. The Charles River Esplanade is another popular walking and cycling route, offering beautiful views of the Charles River.
  • Are there pet-friendly attractions in Brookline, MA?

    Many of Brookline's parks are pet-friendly, including Larz Anderson Park and The Muddy River Reservation. The Brookline Farmers Market also welcomes well-behaved dogs.
  • What are the benefits of choosing a vacation rental in Brookline, MA?

    Vacation rentals offer more space and privacy than a hotel room. They're also often located in more residential areas, giving you a chance to experience local life.
  • What are the top sports attractions and facilities in Brookline, MA?

    While Brookline doesn't have a major sports stadium, it's close to Boston, home to many professional sports teams. The Boston Marathon also passes through Brookline every year.

Popular destinations

Best Brookline, MA holiday rentals with a balcony

Victorian House, Clean Comfortable And Well Located - Brookline, MA
10 36 reviews

Victorian House, Clean Comfortable And Well Located

apartment, Boston
This Roxbury flat is situated a 5-minute walk from the nearest underground station, offering easy access to Boston's Fenway Park and Faneuil Hall Marketplace, with Harvard Square and TD Garden reachable by public transport.
This 139 square metre duplex property boasts four bedrooms and two bathrooms, accommodating up to eight guests, and features a kitchen, fridge, microwave, dishwasher, air conditioning, terrace/balcony, and garden.
4bed Boston - Central Location - Pets Ok - Brookline, MA
9.0 1 review

4bed Boston - Central Location - Pets Ok

apartment, Boston
This four-bedroom flat in Boston offers a central location, situated between 5.5 and 7.2 kilometres from the JFK Presidential Library & Museum, the Museum of Fine Arts, the Boston Convention Exhibitors Centre, and Boston South Station.
This spacious 130 square metre dwelling accommodates up to 15 guests with four bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher and oven, and features a terrace, private parking, and complimentary WiFi, with pets being welcome.
Walk To Harvard Square: Apartment In Cambridge - Brookline, MA
No reviews

Walk To Harvard Square: Apartment In Cambridge

apartment, Cambridge
This Mid-Cambridge flat offers prime access, situated less than 500 metres from Harvard Square, Harvard Book Store, and Harvard Art Museums, and approximately 5 kilometres from Boston's downtown attractions including Boston Common and TD Garden.
This 177 square metre apartment accommodates up to five guests across three bedrooms, featuring a well-equipped kitchen with a Nespresso machine, a private balcony, free WiFi, and central heating for a comfortable stay.
3br  Cozy Boston Condo, Near T - Brookline, MA
9.8 19 reviews

3br Cozy Boston Condo, Near T

apartment, Boston
This three-bedroom Roxbury house, near Green Street & Stony Brook stations, is conveniently located 0.8 km from the Samuel Adams Brewery, 3.9 km from Northeastern University, and under 5 km from Franklin Park Zoo.
The property boasts two bathrooms, a fully equipped kitchen with appliances including a dishwasher, in-unit laundry, a private balcony, and accommodates up to seven guests; parking is available.

Best Brookline, MA holiday rentals with air conditioning

Large 3br - 1 Free Parking Spot - Walk To Subway - Brookline, MA
9.7 96 reviews

Large 3br - 1 Free Parking Spot - Walk To Subway

apartment, Brookline
This Brookline apartment is conveniently located in Washington Square, a short distance from numerous restaurants and bars, and within two blocks of a supermarket.
The three-bedroom flat, sleeping four guests, offers a fully equipped eat-in kitchen, one free parking space, and is pet-friendly (a £20 per night per pet fee applies).
Large Studio W/ Queen And Sofa Bed..#38 - Brookline, MA
9.6 339 reviews

Large Studio W/ Queen And Sofa Bed..#38

studio, Brookline
This studio apartment is located in Brookline, just 2.6km from Fenway Park and 3.2km from Boston University, offering easy access to both attractions and the vibrant city centre. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The studio is 33 square metres and comfortably accommodates two guests, featuring a queen-sized bed and a sofa bed. It comes equipped with a fully equipped kitchen, a washing machine, and a walk-in shower, making it ideal for a comfortable and convenient stay.
The Apgar: Cozy  Inviting  Amenities! - Brookline, MA
9.6 103 reviews

The Apgar: Cozy Inviting Amenities!

apartment, Boston
This luxe junior one-bedroom apartment is situated near Boston College and Harvard University, a short 0.8 km walk from the MBTA subway (T).
The self-contained studio, sleeping up to four guests, boasts a fully equipped kitchen, in-unit laundry, a 65" SmartTV, high-speed Wi-Fi, and access to building amenities including a swimming pool, fitness centre, and games rooms; monthly parking is available for £240.
The Finsen: Full Kitchen  City Access  W/d  Gym - Brookline, MA
9.7 60 reviews

The Finsen: Full Kitchen City Access W/d Gym

apartment, Boston
This Boston studio flat is ideally situated near Boston College and Harvard University, a short 0.8 km walk from the T subway.
The self-contained apartment sleeps three, boasts a fully equipped kitchen, in-unit laundry, a 65" Roku TV, blazing-fast WiFi and access to communal facilities including gyms, lounges and games rooms within four nearby buildings.
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